Sort by
Relevancy

Free Stories

33%
Click, click, click....
Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will th... Read full Story
shemale lover 2012-06-09 4,909 anal Cumshot oral deepthroating
100%
A Live Shemale Chat Session
I was always curious about Shemales. I was never into dudes at all, but there was something about a hot Shemale that just turned me on. The first time I ever got in touch with a Shemale was when I went to have a live Shemale chat session on a website I found a couple of years ago. I got so scared... Read full Story
shemale lover 2015-12-23 3,860 tits deepthroating dick
77%
Xdressers sexual fantasy with my wife's sister
This is just a fantasy storie about my wife's sister catching me with her boyfriend and actually loving it .It all started one night I had some sexy pics of me dressed up like a women in my phone to send to a male friend .Now I have a great sex life with my wife she let's me play around and i let he... Read full Story
shemale lover 2012-10-23 3,395 Group Sex Fetish deepthroating Interracial
100%
Danni loves Tommy...
Tommy was sitting in the bar for at least an hour when she finally arrived, she sat down next to him kissed his cheek, patted his leg and offered him her hand. He looked away as if someone had offended him and he was trying to avoid hitting them his veins popping out of his neck. She nuzzled up agai... Read full Story
shemale lover 2012-10-26 2,058 anal deepthroating cum swallowing
50%
My personnal baptism
After 7 years of sissy brainwashing , I'm 42 years old : - First blowjob January 22,2019,want more and more sucking and swallowing ! - January 26,2019 , friday after midnight: 2 blowjobs (with an old man, and a guy with a 20 cmx6cm huge dick,I couldn't deep thraot the guy) + blowjob and anal wit... Read full Story
Najeeah 2019-02-25 2,270 Big Cock deepthroating mouth fucking sucking cock stranger swallow cum brainwashed
50%
LA CRÉATION DE MONICA ⚧️ ⚧️
Je savais. En regardant en arrière maintenant, je me rends compte que j'ai toujours su. Je n'ai jamais rien fait à ce sujet, jusqu'à ce que je sois prêt mentalement, émotionnellement et physiquement. Je suis né Matthew J. Smith au milieu des années 70 en Amérique centrale aux États-Unis. J'ai grandi... Read full Story
Femboy 2021 2023-03-30 675 Stockings anal sex Masturbation Fetish Blowjob Big Cock Lingerie Sex Toys feminization cum in mouth poule mouillé poule mouillée et fille poule mouillée poule mouillée
100%
First Cock Came From Old Friend
It was Saturday and I had nothing to do so I decided to go for a drive. I got into my car and headed out of the city in no particular direction. After driving for a while I realized I was close to Jim's house. We have been great friends for years but have not seen each other for a long time. I decid... Read full Story
shemale lover 2011-10-03 4,529 asshole oral sex teasing
100%
Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
shemale lover 2011-10-13 3,549 asshole Blowjob asslicking
95%
Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
shemale lover 2012-01-14 30,401 strapon porn
33%
A Certain Perception
Kyra was not the girl of my dreams. I never DARED dream a woman that good would just walk into my life. She was smart, sassy, vivacious, intuitive, resourceful, and a real 'people person'. We met in an Internet chat room called "Working Girls". We're not talking about the kind you find in ... Read full Story
shemale lover 2012-02-23 7,913 Fetish transformation dildo
83%
Elaine & Me
- Chapter One – Our First Meeting - I had two weeks to go before the final degree exams and I was working hard. Perhaps too hard, because I desperately needed a break from the hours and hours of revision. It felt like I just couldn't take in any more detail about Quantum Mechanics or Solid ... Read full Story
shemale lover 2012-03-31 11,107 sucking Fetish transsexual
83%
Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
shemale lover 2012-11-07 3,422 Cumshot oral ass licking
91%
HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
CDDIXIE4U 2019-01-08 32,257 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 13,144 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
40%
Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
PornoDating 2019-08-15 3,636 Crossdresser Amateur Big Tits Cumshot Bareback Creampie Fetish Blowjob blonde Big Cock Asian gangbang domination Guy Fucks Shemale Interracial sex Mature Futanari Frottage Compilation Ass to Mouth Cartoon cum in mouth double anal dating life in Mars? life
54%
hi is me
im happy later of much time im a verified model , because other person have much videos of me and is not good look your videos in other page is not your .... thanks shemale for give me the chance to be verified love you... Read full Story
Kimberly Polizzi 2019-08-21 3,163 Amateur Latina Big Cock Shemale and Girl Compilation webcams
66%
Verführung!!!
Verführung!!! stelle mir vor, du kommst zu mir, wir setzen und an den Tisch und trinken Kaffee, wir führen eine zweideutige Unterhaltung, dann streichle ich über deine Hose, ich spüre wie dein Schwanz in meiner Hand ganz hart wird, wir Küssen uns sanft, während ich dir die Hose auf mache und deinen... Read full Story
Jaque böses Mädchen 2020-08-13 2,474 Crossdresser Amateur Cumshot Bareback Creampie Blowjob domination Guy Fucks Shemale Homemade Compilation cum in mouth
100%
Ich und der Kommissar
Ich und der Kommissar, nach einer Vergewaltigung wollte ich mein Erlebnis einem Polizei Kommissar schildern. Wir saßen im Wohnzimmer auf meiner Couch, er sagte zu mir ich solle ihm meiner Erlebnis schildern, er merkte das ich etwas gehemmt und schüchtern war, er bot sich auch als Statist an, er sag... Read full Story
Jaque böses Mädchen 2020-08-13 2,401 Crossdresser Amateur Cumshot Bareback Creampie Fetish Blowjob Big Cock domination Guy Fucks Shemale Compilation Ass to Mouth cum in mouth
0%
Cheeze or Sleaze ? , Chat up Shite
You Know what will look Good on You ? Me ! Wanna know what I like the most in you ? My Cock I’m not a weather man, but you should expect over a few inches tonight. I think there’s a mirror in your pants? Coz I can see myself in them Hi, can I buy you quite a lot of drinks? I can cook ... Read full Story
Lucy❤ 2021-05-05 1,291 Compilation Humour
87%
My best night at a gloryhole and theater.
Hello, this is an account of what I consider my best night of my life; I was living in Baltimore, MD, Essex area at the time. A little background on me is that I am married now and at the time of this night but not that happy at the time. I was married for about 8 years and my wife and I decide to f... Read full Story
jenniferboobs 2021-11-12 4,922 Crossdresser Cumshot gangbang Compilation cum in mouth gloryholes theater
50%
Why Do Guys do this?
Why do guys on the porn, dating sites and social media sites I'm on want to chat live on video all the time? And if I don't agree they unfriend and even block me. Why? Aren't my videos and pixies good enough? They are of me...they ae real, and not photoshopped (except for sharpness and clarity.) I h... Read full Story
Chrissy Tunnell 2022-03-14 2,259 Crossdresser solo Amateur Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Frottage Homemade pov Compilation
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-06 1,020 Teen (18+) Crossdresser Amateur Fetish Lingerie
50%
PRIS DANS UNE NOUVELLE VIE
C'était mardi soir, ce qui signifiait que Lena se préparait pour son cours d'aérobic. Bien qu'elle ne travaillait pas, elle était certainement occupée à construire et à maintenir une vie sociale et à faire en général les choses qu'elle voulait. Il n'y avait pas un jour où Lena n'avait pas fait qu... Read full Story
Femboy 2021 2023-01-19 925 Stockings Crossdresser Amateur Fetish Big Cock Lingerie
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-26 1,145 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
100%
C'EST LA PATRONNE
Le rêve est mort. L'écriture était ma passion, mais cela n'a jamais servi à rien. La réalité a une mauvaise façon de vous rattraper, déchiquetant vos désirs dans son sillage. Ce cycle d'épargne et de vie de ces économies s'est progressivement révélé intenable et maintenant, à ving... Read full Story
Femboy 2021 2023-02-06 1,174 Stockings Shemale Fucks Guy Fetish Futanari cum in mouth shemale + shemale
0%
SOUMISSION CIEL ⚧️ ⚧️
J'ai regardé les pieds de ma mère se frotter lentement les uns contre les autres, les nylons de ses collants produisant ce son distinct et délicieux pour lequel j'étais si faible. *Suisse* Un pied posé sur l'autre, bougeant doucement et lentement, se caressant dans un mouvement hyp... Read full Story
Femboy 2021 2023-03-18 580 Crossdresser Cumshot Masturbation Shemale and Girl domination Ass to Mouth
50%
SOUS LA DIRECTION DE MAMAN ⚧️ ⚧️
Jaime n'avait jamais eu beaucoup de chance avec les filles au lycée. C'était venu et reparti, et maintenant il profitait d'un dernier été avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un salaud ou un douchebag, c... Read full Story
Femboy 2021 2023-03-18 795 Teen (18+) Crossdresser Cumshot domination Sex Toys cum in mouth
50%
C'EST LA PATRONNE ⚧️ ⚧️
Le rêve est mort. L'écriture était ma passion, mais cela n'a jamais servi à rien. La réalité a une mauvaise façon de vous rattraper, déchiquetant vos désirs dans son sillage. Ce cycle d'épargne et de vie de ces économies s'est progressivement révélé intenable et maintenant, à vingt-cinq ans, j'ai... Read full Story
Femboy 2021 2023-03-30 919 Big Tits Cumshot Creampie Blowjob Big Cock domination cum in mouth analsex femme plus âgée Futanari futa sur femme
50%
My erotic dream
Over the past few years I have been thinking about one very important thing.To jerk off all the time and to think about beautiful, sexy trannies who want you to fuck them for the rest of your life. I give in to temptation and when I see cum on my face, that's when a strong orgasm calls to action. In... Read full Story
Kalio 2024-03-06 2,175 Cumshot Masturbation Shemale Fucks Guy Blowjob big ass Compilation
80%
Lift!
Have you ever been stuck in a lift with a pretty chick who later turns out to be a shemale? Well, it’s going to be a nice time, I assure you! Today was fucking damn day! It’s been one of ugliest days in my life. My company sent me, as a representative to take part in some high level f... Read full Story
shemale lover 2014-06-07 6,759 Blowjob shemale deepthroating
83%
My Hottest Shemale Tube Excursion With The Mechanic
My Hottest Shemale Tube Excursion With The Mechanic. As I was driving my car, I could see that my oil change light appeared. As a shemale, I do not like walking and I would never chance my car breaking down. It was time for me to take my automobile to the mechanic. As I pull into the driveway, I ... Read full Story
shemale lover 2015-11-27 3,920 transsexual deepthroating cum swallowing
80%
I Just Wanted To Chat With Shemales!
So, the guys and I packed and finally headed to Amsterdam. Of course, we got drunk and wasted as soon as the plane has touched the ground and the four of us rented an apartment, bought loads of six-packs and decided to paint the town red. Especially the Red District. The nights turned into wild p... Read full Story
shemale lover 2015-12-15 5,178 tranny Big Tits deepthroating
70%
Making Shemale Pic With The Sexy Photographer
When I first started working as a model, I did not realize that my life is going to become so interesting. When the photographer made my first shemale pic, he told me that I was made for this job. I enjoyed so much being in front of the camera. I was flirting with it, I was seducing it and every ... Read full Story
shemale lover 2016-01-26 3,319 shemale oral deepthroating
84%
My Boss And His Porn Shemale Video
A while ago, I started working in an antique shop. My boss was a bit older than me, but very good looking. I noticed that he was flirting with me occasionally and I have to admit that I liked it. I didn't want to encourage him, because I didn't know how he would react when he finds out that I'm a sh... Read full Story
shemale lover 2016-04-18 8,774 tranny suck Creampie
84%
I posted a craigslist ad
8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I go... Read full Story
shemale lover 2016-04-26 10,066 shemales gay male interracial sex
85%
Unforgettable First Time
I am in my late thirties and have known for a while that I have a sexy body. I'm 5'11", slim and athletic with little cherry butt and shapely legs. A lot of women have told me my body is sexy. A few men have mentioned it too. Sometimes I get photo-snapped at the pool or the beach. I've been luc... Read full Story
shemale lover 2016-05-06 9,891 cum oral deepthroating
80%
Paying Off My Bet
I have been wanting to get with this guy I know for a long time, he is a very good friend and we do lots of stuff together, but nothing intimate. He is one of the few people here that know my story, he is the only person I know here who hasn't judged me over my sexuality. He is even protective of me... Read full Story
shemale lover 2011-08-08 4,049 Cumshot licking deepthroating
100%
Who actually likes English class?
I was sitting in yet another boring as hell English class. Seriously, why do I need to read Chaucer? Is that necessary for anything I will do in my life? As much as I try to convince myself the answer to those questions are yes, I still can't get interested in what he talked about in 1400 a.d. Ho... Read full Story
shemale lover 2011-08-12 7,298 Cumshot deepthroating cum swallowing
53%
Domination Island Part 2
The warm night air was lightened by a gentle breeze drifting in from the ocean. The sky was clear and a multitude of stars pinpricked the blackness. The town was crowded that evening, bustling with shemales enjoying themselves shopping, dining or relaxing. The noise of music drifting through o... Read full Story
shemale lover 2011-09-24 17,795 pissing domination deepthroating
50%
Domination Island Part 4
`More brew, Sweetie?' he heard Janine ask. `Fill me up,' the voice of Serena said above him. Then he heard her snort and chuckle, then she added: `An' den I'll fill him up.' The sound of female laughter went on for a long time. This was sheer Hell. He'd come to Hell and that's where he was be... Read full Story
shemale lover 2011-09-24 9,180 shemales Big Cock domination deepthroating
100%
Allison is Born
What a wonderful day this is. This is the first day of my new life but before that I should give you some history about me. My name is Allison, I am a 24 year old male that lives in a small town in Ohio. My father died when I was very young and I was raised by my mother. I guess you could say I am i... Read full Story
shemale lover 2011-09-24 3,412 Stockings Big Cock cum stroking
100%
Connie at an Adult Bookstore Part 2
Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * In the previous c... Read full Story
shemale lover 2011-09-30 8,256 Big Tits Blowjob deepthroating
100%
Patrick's Treat
As usual, Maria entered my apartment as if she owned the place, slinging a bag down by the door and offering me a demure kiss. Her long dark hair had been pulled into cute bunches, one peeping out from either side of the back of her head. She was wearing a blue and white cheerleaders' uniform and wh... Read full Story
shemale lover 2011-10-04 3,324 jerking off deepthroating cum swallowing
100%
Lust and Love with Leona
This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... Read full Story
shemale lover 2011-10-07 4,251 hardcore celebrities oral extreme
72%
She fucked me so hard...
I was 22 at the time and really horny! I hadn't cum for a whole week... and I was saving it for something special. I was desperate to meet with a Crossdresser, was watching porn videos of big cocks deepthroating and anal fucking, but my favourites were Big cock shemales. Nothing would turn me on mor... Read full Story
shemale lover 2011-10-16 6,960 first time cum oral sex
66%
First time with both
I was young and I had a girlfriend who I confided a dark secret with, which I had never felt comfortable to tell anyone. She asked what I wanted to tell her and the suspense in the air as I told her was quite thick. "I've always felt like a woman trapped in my body." I casually said. &qu... Read full Story
shemale lover 2011-11-02 2,513 first time shemales Group Sex
88%
Jesse's Dream Job
Jesse sat nervously in the waiting room of the opulent office. He was there for a job interview as a personal assistant. Now at six foot tall with 220 lbs of football hardened muscle he did not fit the description of a personal assistant, but the advertisement on line had been pretty specific about ... Read full Story
shemale lover 2011-11-24 5,803 shemales oral deepthroating
100%
Jennifer & Alexia
I had exchanged emails and photos with Jennifer. She quickly answered the door and I noticed her plus size shape peeking through a sexy black teddy as she guided me in the room. As I stepped in the suite I saw the focus of my attention, Alexia. She was sitting on the hotel couch I was floored by her... Read full Story
zeffer 2011-11-29 2,077 anal oral deepthroating stroking
100%
She's Not Hazel Part 2
I could not get out of my mind the sight of fucking Maria and she turns out to be a she-male. I was surprised that it didn't matter, I loved her perfect ass and the way my dick felt in it. The sight of her jacking herself off and then cumming on her stomach is etched in my mind and I can't wait to s... Read full Story
shemale lover 2011-11-30 2,524 Cumshot licking sucking
0%
Jamie is taken Part 4
Jamie was now in great pain; his back felt like it was breaking and his balls were being crushed, but the presence of Master's cock in his mouth and throat focused Jamie's mind. Since arriving in Master's dungeon Jamie had undergone a change. He no longer thought of escape or of how shor... Read full Story
shemale lover 2011-11-30 3,274 orgasm domination bondage
100%
First Time with a Male Part 2
After her hair was rinsed, Travis squeezed the water from her hair. Then he wrapped a towel around her head and sat her back up. Before Travis unwrapped the towel from around her head, Mavis reached over and began to massage his crotch. "We have company, darling," Travis said, as Mavis ... Read full Story
shemale lover 2011-12-01 2,641 facial deepthroating cum swallowing
87%
The best sister ever
From birth I have always had a thing for my youngest sister.She pranced around the house like an angel and the day everything changed is when I was 10 and she was 11 and we were both home alone. She was "old enough" to look after me according to my mother and my parents left for thier meal... Read full Story
shemale lover 2011-12-10 5,831 anal shemales gay male
60%
My best friend
When i began dressing as Ana i had three sexual experiences one with girls and two with boys.. this is the experience i had with my second boyfriend his name was Connor and he was this cute shorter boy with longish brown hair and he was so cute. anyways when we first met i could tell he knew somehow... Read full Story
shemale lover 2012-02-01 2,790 cum deepthroating crossdressing
80%
Worthy
I knelt down in front of her, nude, my hard cock head bouncing up and down with my breathing. I was so excited, I could barely control myself. Her panties were black rubber and kept her well in place but, I knew the secret treasure they held and wanted it so badly. I clasped my hands behind me and w... Read full Story
shemale lover 2012-02-03 3,293 cum domination deepthroating facefucking
61%
Massage parlor surprise
I have to admit one of my biggest turn ons are shemales/ladyboys. In all my little ventures to asian massage parlors for some relaxing relief only once did I get a total surprise. About a year ago I visited one of my favorit little places and Mama said I should try her new girl....I might like her. ... Read full Story
shemale lover 2012-02-06 21,181 deepthroating jizz jacking off
33%
Badger Wants Transsexual
I often ask myself, what is it that draws me to Badger, is it the father image I wonder, or the pure thrill of being fucked by an older man. I remember when I was with Danny who was much younger at 42, how good it was with him and how we seemed to 'snap it off together' those sessions were wonderful... Read full Story
shemale lover 2012-02-09 1,850 cum deepthroating